ANTIVIRAL OPTICALLY PURE DIOXOLANE PURINE NUCLEOSIDES ANALOGS

被引：22

作者：

SIDDIQUI, MA

BROWN, WL

NGUYENBA, N

DIXIT, DM

MANSOUR, TS

HOOKER, E

VINER, KC

CAMERON, JM

机构：

[1] BIOCHEM THERAPEUT, 531 BLVD PRAIRIES, LAVAL H7V 1B7, PQ, CANADA

[2] GLAXO GRP RES LTD, DEPT VIROL, GREENFORD RD, GREENFORD UB6 0HE, MIDDX, ENGLAND

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 08期

关键词：

D O I：

10.1016/S0960-894X(00)80014-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Selective deamination of (+/-) ci., 2,6-diaminopurine dioxolane nucleoside produces the (-) guanine analogue having the 2R,4R absolute stereochemistry. The (+/-) cis-adenine analogue generates the 2R,4R hypoxanthinyl derivative. Asymmetric synthesis of purine dioxolanes have been developed. The (-) adenine and (-) guanine compounds 6 and 7 emerged as potent inhibitors of the HIV-1 replication in vitro.

引用

页码：1543 / 1546

页数：4

共 19 条

[1] BELLEAU B, 1992, 204TH ACS NAT M DIV
[2] BELLEAU B, 1989, 5TH INT C AIDS MONTR, P515
[3] OXIDATIVE-DEGRADATION OF L-ASCORBIC-ACID ACETALS TO 2',3'-DIDEOXY-3'-OXARIBOFURANOSIDES - SYNTHESIS OF ENANTIOMERICALLY PURE 2',3'-DIDEOXY-3'-OXACYTIDINE STEREOISOMERS AS POTENTIAL ANTIVIRAL AGENTS
BELLEAU, BR
EVANS, CA
TSE, HLA
JIN, HL
DIXIT, DM
MANSOUR, TS
[J]. TETRAHEDRON LETTERS, 1992, 33 (46) : 6949 - 6952
[4] TRIS(TRIMETHYLSILYL)SILANE - A NEW REDUCING AGENT
CHATGILIALOGLU, C
GRILLER, D
LESAGE, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) : 3641 - 3642
[5] DIMARCO MP, IN PRESS J CHROMATOG
[6] GALA D, 1992, SYNLETT, P61
[7] AIDS-DRIVEN NUCLEOSIDE CHEMISTRY
HURYN, DM
OKABE, M
[J]. CHEMICAL REVIEWS, 1992, 92 (08) : 1745 - 1768
[8] 1,3-DIOXOLANYLPURINE NUCLEOSIDES (2R,4R) AND (2R,4S) WITH SELECTIVE ANTI-HIV-1 ACTIVITY IN HUMAN-LYMPHOCYTES
KIM, HO
SCHINAZI, RF
NAMPALLI, S
SHANMUGANATHAN, K
CANNON, DL
ALVES, AJ
JEONG, LS
BEACH, JW
CHU, CK
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (01) : 30 - 37
[9] ASYMMETRIC-SYNTHESIS OF 1,3-DIOXOLANE PYRIMIDINE NUCLEOSIDES AND THEIR ANTI-HIV ACTIVITY
KIM, HO
AHN, SK
ALVES, AJ
BEACH, JW
JEONG, LS
CHOI, BG
VANROEY, P
SCHINAZI, RF
CHU, CK
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (11) : 1987 - 1995
[10] MANSURI MM, 1992, CHEMTECH, P564

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